ethyl 5-[(2-chlorobenzoyl)oxy]-1-phenyl-1H-pyrazole-3-carboxylate | 959535-84-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 5-[(2-chlorobenzoyl)oxy]-1-phenyl-1H-pyrazole-3-carboxylate
• 英文别名: Ethyl 5-(2-chlorobenzoyloxy)-1-phenyl-1H-pyrazole-3-carboxylate；ethyl 5-(2-chlorobenzoyl)oxy-1-phenylpyrazole-3-carboxylate
• CAS: 959535-84-3
• 化学式: C₁₉H₁₅ClN₂O₄
• mdl: MFCD14712898
• 分子量: 370.792
• InChiKey: GRMRRQFJKBVYCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻氯苯甲酰氯 、 苯肼 、 丁炔二酸二乙酯 以 二氯甲烷 、 甲苯 为溶剂， 反应 10.0h， 以75%的产率得到ethyl 5-[(2-chlorobenzoyl)oxy]-1-phenyl-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Simple and efficient one-pot synthesis of N-phenyl-3,5-difunctionalized pyrazoles

  摘要：

  A facile one-pot synthesis of N-phenyl-3,5-difunctionalized pyrazoles is described. The dialkyl 2-[(Z)-phenylhydrazono]succinate intermediate, which is prepared in situ from the mixture of phenylhydrazine and dialkyl acetylenedicarboxylate reacts with aroyl chloride or fumaryl chloride to afford the title compounds. Different types of compounds containing COCl functional group were used to investigate the scope and limitation of the reaction. Two -CO2R and -O2C groups at 3- and 5-position are potentially capable to convert to other functional groups. The reaction conditions are relatively mild and the yields are good. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.076

文献信息

• Simple and efficient one-pot synthesis of N-phenyl-3,5-difunctionalized pyrazoles
  作者：Nasrin Zohreh、Abdolali Alizadeh

  DOI：10.1016/j.tet.2011.04.076

  日期：2011.6

  A facile one-pot synthesis of N-phenyl-3,5-difunctionalized pyrazoles is described. The dialkyl 2-[(Z)-phenylhydrazono]succinate intermediate, which is prepared in situ from the mixture of phenylhydrazine and dialkyl acetylenedicarboxylate reacts with aroyl chloride or fumaryl chloride to afford the title compounds. Different types of compounds containing COCl functional group were used to investigate the scope and limitation of the reaction. Two -CO2R and -O2C groups at 3- and 5-position are potentially capable to convert to other functional groups. The reaction conditions are relatively mild and the yields are good. (C) 2011 Elsevier Ltd. All rights reserved.